Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
The photochemical carboborylation of α,β-unsaturated tosylhydrazones with boronic acids gives tertiary allylboronates. A one pot sequence involving an aldehyde allylation provides a powerful three-component method for diversity oriented synthesis.
Язык: Английский
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(6)
Опубликована: Янв. 8, 2024
Abstract A method for the generation of tertiary carbanions via a deaminative radical‐polar crossover is reported using redox active imines from α‐tertiary primary amines. variety benzylic amines and amino esters can be used in this approach, with latter engaging novel “aza‐Reformatsky” reaction. Electronic trends correlate stability resulting carbanion reaction efficiency. The anions trapped different electrophiles including aldehydes, ketones, imines, Michael acceptors, H 2 O/D O. Selective anion formation achieved presence another equivalent or more acidic C−H bond both an inter‐ intramolecular fashion. Mechanistic studies suggest intermediacy discrete intermediate.
Язык: Английский
Процитировано
10
eScience, Год журнала: 2024, Номер 4(5), С. 100255 - 100255
Опубликована: Март 15, 2024
Herein, an electrochemically driven catalyst-free nucleophilic aromatic substitution (SNAr) of electron-rich fluoroarenes with carboxylic acids as weak nucleophiles under mild conditions was reported. A series highly valuable ester derivatives were obtained in a direct and rapid way. This transformation features commercially available reagents exceptionally broad substrate scope good functional group tolerance, using cheap abundant electrodes completed within short reaction time. Gram-scale synthesis complex biorelevant compounds ligation further highlighted the potential utility methodology. The mechanistic investigations density theory (DFT) calculations verified feasibility proposed pathway this transformation.
Язык: Английский
Процитировано
6
Green Chemistry, Год журнала: 2024, Номер 26(9), С. 5160 - 5166
Опубликована: Янв. 1, 2024
Electrochemical hydrocyanomethylation of quinoline skeletons employing acetonitrile as both a hydrogen resource and cyanomethyl precursor has been described.
Язык: Английский
Процитировано
5
Nature Communications, Год журнала: 2024, Номер 15(1)
Опубликована: Окт. 25, 2024
Язык: Английский
Процитировано
5
Nature Communications, Год журнала: 2025, Номер 16(1)
Опубликована: Янв. 25, 2025
Язык: Английский
Процитировано
0
ChemElectroChem, Год журнала: 2025, Номер unknown
Опубликована: Фев. 19, 2025
Abstract Recently, electrochemical methods have been harnessed as a transition metal‐free strategy for borylation reactions in the synthesis of organoboron compounds. This article reviews C−C and C−Het bonds, offering systematic discussion C−C, C−N, C−O, C−S bond reactions. These transformations are applied to substrates including ammonium salts, aryl azo sulfones, carboxylic acids, arylhydrazines, nitroarenes, alcohols, thioethers, showcasing broad compatibility. Additionally, review discusses reaction mechanisms, scalability, practical applications these strategies. The concludes by outlining future research directions reactions, aiming at expending their incorporating boron into wider array organic compounds, challenging unactivated C−F borylations.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Март 11, 2025
We present a mild and direct method for the radical borylation of simple aliphatic aldehydes. By employing an enamine photocatalyst under light irradiation, aldehydes can be transformed effectively into alkyl boronic esters via formal decarbonylative process. This alternative route synthesis not only applied to transformation primary, secondary, tertiary but also adapted other conversion reactions through generated intermediate. Mechanistic studies indicate that 4-alkyl-1,4-dihydropyridines, formed in situ from aldehyde enamine, are key intermediate
Язык: Английский
Процитировано
0
Tetrahedron Chem, Год журнала: 2025, Номер unknown, С. 100126 - 100126
Опубликована: Март 1, 2025
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 10, 2025
Carbonyl-containing compounds serve as essential building blocks in various synthetic processes. However, due to the high bond energy of C═O double bond, traditional deoxygenation methods often require harsh conditions or toxic reagents. Direct carbonyl deoxygenative coupling aldehydes and ketones is still challenging under mild conditions. Herein we report successful establishment an electroreductive strategy utilizing aromatic carbonyls terephthalonitrile. A key component our approach use closo-boranes, specifically (Et4N)2B10H10, which situ deoxidant by single-electron oxidation.
Язык: Английский
Процитировано
0
Chemistry - An Asian Journal, Год журнала: 2025, Номер unknown
Опубликована: Апрель 28, 2025
Abstract Gold catalysis has witnessed remarkable advances over the past decade, with numerous insightful reviews chronicling this progress. However, a comprehensive review addressing developments in field during post‐pandemic COVID era remains notably absent. This aims to bridge that gap by providing an in‐depth analysis of recent studies, shedding light on unique properties gold complexes, particularly intriguing aurophilic interactions distinguish chemistry. The systematically explores latest achievements both mono‐ and dinuclear gold‐catalyzed reactions, focus their applications diverse fields, including redox coupling, asymmetric catalysis, photo‐, electrocatalysis. A special emphasis is placed comparative performance catalysts, latter often exhibiting enhanced catalytic efficiency selectivity certain reactions. By integrating mechanistic insights DFT perspectives representative experimental studies from years, highlights significance synthetic chemistry, identifies emerging trends outlines future directions for field.
Язык: Английский
Процитировано
0